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A3282
5-Azido-2-nitrobenzoic acid N-hydroxysuccinimide ester
≥95%, powder
Synonim(y):
N-(5-Azido-2-nitrobenzoyloxy)succinimide, N-Succinimidyl 5-azido-2-nitrobenzoate
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Informacje o tej pozycji
Wzór empiryczny (zapis Hilla):
C11H7N5O6
Numer CAS:
Masa cząsteczkowa:
305.20
PubChem Substance ID:
UNSPSC Code:
12352106
Beilstein/REAXYS Number:
1555224
MDL number:
Assay:
≥95%
Form:
powder
assay
≥95%
form
powder
reaction suitability
reagent type: cross-linking reagent
color
yellow to yellow-orange
solubility
ethyl acetate: 25 mg/mL, DMF: soluble
functional group
NHS ester
storage temp.
2-8°C
SMILES string
O=C(ON1C(CCC1=O)=O)C2=C(C=CC(N=[N+]=[N-])=C2)[N+]([O-])=O
InChI
1S/C11H7N5O6/c12-14-13-6-1-2-8(16(20)21)7(5-6)11(19)22-15-9(17)3-4-10(15)18/h1-2,5H,3-4H2
InChI key
FUOJEDZPVVDXHI-UHFFFAOYSA-N
Application
Photoactive, heterobifunctional cross-linking reagent. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. Second bonding occurs during UV irradiation (250-350 nm) via reactive nitrene. The latter bonding is rapid and non-specific.
Other Notes
Note that the nitro substituent provides an absorption band at a longer wavelength compared to simple aryl azide.
Disclaimer
Reducing agents such as thiols may reduce the azide to amine and should be avoided. Initial manipulations and coupling should be performed under reduced light.
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Klasa składowania
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.
S P Sheikh et al.
The Journal of biological chemistry, 265(14), 8304-8310 (1990-05-15)
Pharmacological studies indicate that peptide YY (PYY) and neuropeptide Y interact with multiple binding sites, categorized as Y1 and Y2 subtypes. In order to identify and structurally characterize the Y1 and Y2 receptors we covalently cross-linked [125I-Tyr36]PYY to its receptors.
A Green et al.
FEBS letters, 206(1), 130-134 (1986-09-29)
Rat adipocyte plasma membranes were incubated with the A1 adenosine receptor agonist, 125I-hydroxyphenylisopropyl adenosine (1 nM) and then treated with the photoactive cross-linking agent, ANB-NOS. The membranes were solubilized and analyzed by SDS-PAGE and autoradiography. A single protein, Mr approx.
S A McMahan et al.
Biochemistry, 33(40), 12092-12099 (1994-10-11)
In an effort to better understand protein-protein photoaffinity cross-linking using aryl azides, we have tested a number of factors influencing the cross-linking of the sigma 70 subunit of Escherichia coli RNA polymerase to core RNA polymerase. These factors include the
Numer pozycji handlu globalnego
| SKU | NUMER GTIN |
|---|---|
| A3282-100MG | 04061833287262 |